EP1777051B1 - Mousse de polyuréthane pour des tuyaux calorifuges - Google Patents
Mousse de polyuréthane pour des tuyaux calorifuges Download PDFInfo
- Publication number
- EP1777051B1 EP1777051B1 EP06121729A EP06121729A EP1777051B1 EP 1777051 B1 EP1777051 B1 EP 1777051B1 EP 06121729 A EP06121729 A EP 06121729A EP 06121729 A EP06121729 A EP 06121729A EP 1777051 B1 EP1777051 B1 EP 1777051B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- pipe
- polyol mixture
- medium
- polyol
- process according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
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- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 17
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000012948 isocyanate Substances 0.000 claims abstract description 22
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims abstract description 10
- 229930006000 Sucrose Natural products 0.000 claims abstract description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 5
- 229920000570 polyether Polymers 0.000 claims abstract description 5
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 claims description 31
- 150000003077 polyols Chemical class 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 26
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- 239000002666 chemical blowing agent Substances 0.000 claims description 8
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 7
- 239000004471 Glycine Substances 0.000 description 7
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- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 5
- WAPWXMDDHHWKNM-UHFFFAOYSA-N 3-[2,3-bis[3-(dimethylamino)propyl]triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CCCN(CCCN(C)C)N1CCCN(C)C WAPWXMDDHHWKNM-UHFFFAOYSA-N 0.000 description 5
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- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 4
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- 150000001412 amines Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 3
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
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- 239000011541 reaction mixture Substances 0.000 description 3
- 239000000600 sorbitol Substances 0.000 description 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 3
- 101150116295 CAT2 gene Proteins 0.000 description 2
- 101100392078 Caenorhabditis elegans cat-4 gene Proteins 0.000 description 2
- 101100326920 Caenorhabditis elegans ctl-1 gene Proteins 0.000 description 2
- 101100494773 Caenorhabditis elegans ctl-2 gene Proteins 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 101100112369 Fasciola hepatica Cat-1 gene Proteins 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 101100005271 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) cat-1 gene Proteins 0.000 description 2
- 101100005280 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) cat-3 gene Proteins 0.000 description 2
- 101100126846 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) katG gene Proteins 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- HLFNUPJVFUAPLD-UHFFFAOYSA-M 2-ethylhexanoate;2-hydroxypropyl(trimethyl)azanium Chemical compound CC(O)C[N+](C)(C)C.CCCCC(CC)C([O-])=O HLFNUPJVFUAPLD-UHFFFAOYSA-M 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- UXECSYGSVNRHFN-UHFFFAOYSA-M 3-hydroxypropyl(trimethyl)azanium;formate Chemical compound [O-]C=O.C[N+](C)(C)CCCO UXECSYGSVNRHFN-UHFFFAOYSA-M 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- 101100313653 Caenorhabditis elegans kat-1 gene Proteins 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
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- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- GHVZOJONCUEWAV-UHFFFAOYSA-N [K].CCO Chemical compound [K].CCO GHVZOJONCUEWAV-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
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- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 1
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
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- 238000000280 densification Methods 0.000 description 1
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- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000001408 fungistatic effect Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
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- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 229960004624 perflexane Drugs 0.000 description 1
- ZJIJAJXFLBMLCK-UHFFFAOYSA-N perfluorohexane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZJIJAJXFLBMLCK-UHFFFAOYSA-N 0.000 description 1
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- 230000008092 positive effect Effects 0.000 description 1
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C44/00—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles
- B29C44/34—Auxiliary operations
- B29C44/36—Feeding the material to be shaped
- B29C44/38—Feeding the material to be shaped into a closed space, i.e. to make articles of definite length
- B29C44/385—Feeding the material to be shaped into a closed space, i.e. to make articles of definite length using manifolds or channels directing the flow in the mould
- B29C44/386—Feeding the material to be shaped into a closed space, i.e. to make articles of definite length using manifolds or channels directing the flow in the mould using a movable, elongate nozzle, e.g. to reach deep into the mould
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C44/00—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles
- B29C44/02—Shaping by internal pressure generated in the material, e.g. swelling or foaming ; Producing porous or cellular expanded plastics articles for articles of definite length, i.e. discrete articles
- B29C44/12—Incorporating or moulding on preformed parts, e.g. inserts or reinforcements
- B29C44/1228—Joining preformed parts by the expanding material
- B29C44/1242—Joining preformed parts by the expanding material the preformed parts being concentric
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4804—Two or more polyethers of different physical or chemical nature
- C08G18/482—Mixtures of polyethers containing at least one polyether containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5024—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups
- C08G18/5027—Polyethers having heteroatoms other than oxygen having nitrogen containing primary and/or secondary amino groups directly linked to carbocyclic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2101/00—Manufacture of cellular products
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/0058—≥50 and <150kg/m3
Definitions
- Pipe insulated with polyurethane foams are known in the art and, for example, in EP-A-865 893 and DE-A-197 42 012 described.
- the majority of pre-insulated pipes that use PUR foam for insulation is produced by means of discontinuous pipe-in-pipe production.
- the medium pipe usually steel
- the outer sheath usually polyethylene
- this annular gap is filled with polyurethane foam.
- the slightly inclined double tube is provided with end caps, which are equipped with vent holes.
- the liquid reaction mixture is filled in the annular gap by means of a polyurethane metering which flows down in still liquid form in the pipe gap until the reaction begins. From this time, the further distribution takes place by flowing the slowly rising in viscosity foam until the material is reacted.
- the object of the invention was therefore to provide a polyurethane system which can be advantageously used in the production of insulated pipes and there leads to a polyurethane foam with very good compressive strength (> 0.3 N / mm 2 according to EN 253), with an excellent Centering of the steel pipe (medium pipe) is made possible.
- the polyol mixture used in the reaction may usually contain (b1) polyols, (b2) catalysts and optionally (b3) chemical blowing agents, (b4) crosslinking agents, (b5) chain extenders and / or (b6) additives.
- the polyol mixture consisting of (b1) polyols, (b2) catalysts and optionally (b3) chemical blowing agents, (b4) crosslinking agents, (b5) chain extenders and / or (b6) additives preferably has a viscosity of less than 3000 mPas, preferably less than 2400 mPas, more preferably less than 2200 mPas, measured according to DIN 53019 at 20 ° C, on.
- This viscosity specification refers to polyol mixtures (b) which, as shown, contain no physical blowing agents. Values of 200 mPas, preferably 400 mPas, particularly preferably 600 mPas, measured according to DIN 53019 at 20 ° C., have proven to be useful as the lower limit of the viscosity.
- the viscosity information of the polyol mixture (b) given above refers to the viscosity of the polyol mixture (b) without the addition of physical blowing agents.
- the isocyanate component (a) used are the customary aliphatic, cycloaliphatic and in particular aromatic di- and / or polyisocyanates. Preferably used are tolylene diisocyanate (TDI), diphenylmethane diisocyanate (MDI) and in particular mixtures of diphenylmethane diisocyanate and polyphenylene polymethylene polyisocyanates (crude MDI).
- the isocyanates may also be modified, for example by incorporation of uretdione, carbamate, isocyanurate, carbodiimide, allophanate and in particular urethane groups.
- the isocyanate component (a) can also be used in the form of polyisocyanate prepolymers.
- prepolymers are known in the art.
- the preparation is carried out in a manner known per se by reacting polyisocyanates (a) described above, for example at temperatures of about 80 ° C., with compounds containing isocyanate-reactive hydrogen atoms, preferably polyols, to form polyisocyanate prepolymers.
- the polyol-polyisocyanate ratio is generally chosen so that the NCO content of the prepolymer 8 to 25 wt .-%, preferably 10 to 22 wt .-%, particularly preferably 13 to 20 wt .-% is.
- the isocyanate component (a) is chosen to have a viscosity of less than 600 mPas, preferably from 100 to 450, especially preferably from 120 to 350, in particular from 180 to 320 mPas, measured according to DIN 53019 at 20 ° C having.
- polyols in addition to the polyols according to the invention, polyols known in general for this purpose can be used.
- polyols known in general for this purpose can be used.
- compounds having at least two isocyanate-reactive groups, ie having at least two hydrogen atoms reactive with isocyanate groups are suitable.
- examples include compounds with OH groups, SH groups, NH groups and / or NH 2 groups.
- Preferred polyols are compounds based on polyesterols or polyetherols.
- the functionality of the polyetherols and / or polyesterols is generally 1.9 to 8, preferably 2.4 to 7, particularly preferably 2.9 to 6.
- the polyols (b1) preferably have a hydroxyl number of greater than 70 mg KOH / g, preferably greater than 100 mg KOH / g, more preferably greater than 120 mg KOH / g.
- the upper limit of the hydroxyl number has generally proven to be 1000 mg KOH / g, preferably 900 mg KOH / g, especially 800 mg KOH / g.
- Component (b1) preferably comprises polyetherpolyols prepared by known processes, for example by anionic polymerization with alkali metal hydroxides, such as sodium or potassium hydroxide or alkali metal alkoxides, such as sodium methylate, sodium or potassium ethylate or potassium isopropylate as catalysts and with the addition of at least one starter molecule 2 to 8, preferably contains 3 to 8 bonded reactive hydrogen atoms, or by cationic polymerization with Lewis acids, such as antimony pentachloride, boron fluoride etherate, inter alia or bleaching earth are prepared as catalysts from one or more alkylene oxides having 2 to 4 carbon atoms in the alkylene radical.
- alkali metal hydroxides such as sodium or potassium hydroxide or alkali metal alkoxides, such as sodium methylate, sodium or potassium ethylate or potassium isopropylate
- Lewis acids such as antimony pentachloride, boron fluoride etherate, inter alia
- Suitable alkylene oxides are, for example, tetrahydrofuran, 1,3-propylene oxide, 1,2- or 2,3-butylene oxide, styrene oxide and preferably ethylene oxide and 1,2-propylene oxide.
- the alkylene oxides can be used individually, alternately in succession or as mixtures.
- starter molecules are alcohols, such as glycerol, trimethylolpropane (TMP), pentaerythritol, sucrose, sorbitol, and amines such as methylamine, ethylamine, isopropylamine, butylamine, benzylamine, aniline, toluidine, toluene diamine (TDA), naphthylamine, ethylenediamine, Diethylenetriamine, 4,4'-methylenedianiline, 1,3-propanediamine, 1,6-hexanediamine, ethanolamine, diethanolamine, triethanolamine and the like.
- TMP trimethylolpropane
- pentaerythritol sucrose
- sorbitol amines
- amines such as methylamine, ethylamine, isopropylamine, butylamine, benzylamine, aniline, toluidine, toluene diamine (TDA), naphthylamine,
- condensation products of formaldehyde, phenol and diethanolamine or ethanolamine, formaldehyde, alkylphenols and diethanolamine or ethanolamine, formaldehyde, bisphenol A and diethanolamine or ethanolamine, formaldehyde, aniline and diethanolamine or ethanolamine, formaldehyde, cresol and diethanolamine or Ethanolamine, formaldehyde, toluidine and diethanolamine or ethanolamine and formaldehyde, toluene diamine (TDA) and diethanolamine or ethanolamine and the like can be used.
- Diethylene glycol, glycerol and pentaerythritol are preferably used as the starter molecule.
- the polyol mixture may optionally contain catalysts as component (b2).
- the catalysts (b2) used are usually compounds which accelerate the PUR and / or PIR reaction.
- organic tin compounds such as tin (II) salts of organic carboxylic acids, and / or basic amine compounds, preferably tertiary amines, such as triethylamine, and / or 1,4-diaza-bicyclo- (2,2,2 ) octane.
- the catalysts are generally used in an amount of 0.001 to 5 wt .-%, in particular from 0.05 to 3.5 wt .-% catalyst, based on the weight of component (b).
- Particularly preferred before the reaction of the isocyanate component (a) with the polyol mixture (b) is between 0.01 and 3.5 wt .-% N, N ', N "-Tris (dimethylaminopropyl) hexahydrotriazine (CAS number 15875-13 5) in the polyol mixture (b), wherein the weights are based on the total weight of the polyol mixture (b) containing N, N ', N "-Tris (dimethylamino-propyl) hexahydrotriazine.
- N - ((2-hydroxy-5-nonylphenyl) methyl) -N-methyl-monosodium salt (CAS number 56968-08-2) as catalyst (b2) also dimethylcyclohexylamine (CAS number 98-94-2).
- N - ((2-hydroxy-5-nonylphenyl) methyl) -N-methyl-monosodium salt (CAS number 56968-08-2) as catalyst (b2) also methylbis (2-dimethylaminoethyl) amine (CAS number 3030-47-5) and / or N, N, N ', N'-tetramethyl-2,2'oxybis (ethylamine) (CAS number 3033-62-3).
- the polyol mixture may further optionally contain as component (b3) chemical blowing agents.
- chemical blowing agents water or carboxylic acids, especially formic acid, are preferred as the chemical blowing agent.
- the chemical blowing agent is generally used in an amount of 0.1 to 5 wt .-%, in particular from 0.5 to 3.0 wt .-%, based on the weight of component (b).
- the polyol mixture may contain physical blowing agent.
- This refers to compounds which are dissolved or emulsified in the starting materials of polyurethane production and evaporate under the conditions of polyurethane formation. These are, for example, hydrocarbons, halogenated hydrocarbons, and other compounds, such as perfluorinated alkanes, such as perfluorohexane, chlorofluorocarbons, and ethers, esters, ketones and / or acetals. These are usually used in an amount of 1 to 30 wt .-%, preferably 2 to 25 wt .-%, particularly preferably 3 to 20 wt .-%, based on the total weight of components b).
- the polyol mixture (b) contains crosslinker as component (b4).
- Crosslinkers are understood as meaning compounds which have a molecular weight of 60 to less than 400 g / mol and have at least 3 isocyanate-reactive hydrogen atoms. An example of this is glycerin.
- the crosslinkers are generally used in an amount of from 1 to 10% by weight, preferably from 2 to 6% by weight, based on the total weight of the polyol mixture (b) (but without physical blowing agents).
- the polyol mixture (b) contains, as constituent (b5), chain extenders which serve to increase the crosslinking density.
- Chain extenders are understood as meaning compounds which have a molecular weight of 60 to less than 400 g / mol and have 2 isocyanate-reactive hydrogen atoms. Examples of these are butanediol, diethylene glycol, dipropylene glycol and ethylene glycol.
- the chain extenders are generally used in an amount of from 2 to 20% by weight, preferably from 4 to 15% by weight, based on the total weight of the polyol mixture (b) (but without physical blowing agents).
- the components (b4) and (b5) can be used in the polyol mixture individually or in combination.
- the polyurethane foams according to the invention are obtainable by reacting the polyurethane system according to the invention.
- the polyisocyanates (a) and the polyol mixture (b) are generally reacted in amounts such that the isocyanate index of the foam is 90 to 250, preferably 100 to 200.
- the components (a) and (b) of the polyurethane system are chosen so that the resulting foam a compressive strength (density 60 kg / m 3 ) of greater than 0.25 N / mm 2 , preferably greater than 0.28 N / mm 2 , more preferably greater than 0.30 N / mm 2 , measured according to DIN 53421.
- additives (b6) can also be incorporated into the polyurethane system according to the invention.
- Additives (b6) are understood to be the auxiliaries and additives known and customary in the prior art, but without physical blowing agents. Mention may be made, for example, of surface-active substances, foam stabilizers, cell regulators, fillers, dyes, pigments, flame retardants, antistatic agents, hydrolysis protectants and / or fungistatic and bacteriostatic agents Substances. It should be noted that the preferred viscosity ranges of component (b) given above relate to a polyol mixture (b) including any added additives (b6) (but excluding any added physical blowing agent).
- the polyurethane systems according to the invention are preferably used for producing insulated pipes, for example district heating pipes.
- the invention thus relates to the use of the polyurethane system according to the invention for the production of insulated pipes.
- the polyurethane system according to the invention for the production of insulated composite jacketed pipes for buried district heating networks according to DIN EN 253 is used.
- the medium pipe (i) is generally a steel pipe having an outer diameter of 1 to 120 cm, preferably 4 to 110 cm and a length of 1 to 24 meters, preferably 6 to 16 meters.
- a layer of insulating material (ii) containing the polyurethane foam according to the invention Arranged on the outside of the medium pipe is a layer of insulating material (ii) containing the polyurethane foam according to the invention.
- This layer generally has a thickness of 1 to 20 cm, preferably 2 to 10 cm.
- the layer of insulating material has a total apparent density of 55 to 100 kg / m 3 , preferably from 60 to 75 kg / m 3 , particularly preferably from 60 to 67 kg / m 3 .
- Total gross density refers here to the raw density distribution over the pipe cross-section and the pipe length.
- Compression is the quotient of the total filling density of the pipe gap divided by the free-blown core raw density determined on an uncompressed foam body.
- This densification can be achieved by adjusting the reaction profile of the foam so that the fresh foam compresses the already filled foam. In other words, the foam compresses from the inside out.
- This compaction offers the advantage that higher compressive strengths and improved centering of the carrier pipe can be achieved.
- the layer of insulating material (ii) containing the polyurethane foam of the invention has a thermal conductivity of less than 27 mW / mK, preferably from 20 to 26.0, particularly preferably 20 to 24 measured according to EN ISO 8497.
- the jacket tube (iii) surrounds the layer of insulating material and is generally made of plastic, such as polyethylene, and usually has a thickness of 1 to 30 mm.
- the inner diameter of the jacket tube is generally 6 to 140 cm, preferably 10 to 120 cm.
- the jacket tube (iii) may optionally consist of several layers, which are merged during the extrusion process.
- An example of this is the introduction of multilayer films between PUR foam and PE sheath, wherein the film contains at least one metallic layer to improve the barrier effect.
- Suitable jacket tubes of this type are in EP-A-960 723 described.
- the insulated pipe is an insulated composite casing pipe for buried district heating networks, which meets the requirements of DIN EN 253.
- the isocyanate component (a) and the polyol mixture (b) by means of a mixing head, which is moved axially between the casing pipe and medium pipe, enter.
- the mixing head preferably serves as a spacer between carrier pipe and casing pipe.
- a guide ring is pushed with the mixing head between the medium pipe (usually steel) and the outer jacket tube (usually polyethylene), which is axially movable and also serves as a spacer between the carrier pipe and casing pipe.
- the annular gap between medium pipe and casing pipe is filled with polyurethane foam due to its good insulating properties.
- the filling in the annular gap is preferably carried out by means of a polyurethane metering machine, which enters the liquid reaction mixture via the mixing head in still liquid form.
- Compressive strengths can be achieved which are above 0.25 N / mm 2 .
- tubes are produced which have compressive strengths> 0.3 N / mm 2 and correspond to EN 253.
- insulated pipes can be achieved with a centering of the carrier pipe, which meet the requirements of Table 7 - Coaxiality tolerance depending on the nominal outside diameter, EN 253: 2003
- the inventive polyol A (Examples 1 and 3) has a clearly positive effect.
- the limit of EN 253 of 0.3 N / mm 2 could be skipped.
- the centering of the medium pipe can also be significantly improved by the polyol and is in the tested pipe dimension of 60.3 / 125mm below the limit of 3mm.
- the addition of the preferred catalyst (Curithane 52, Examples 1 and 2) leads to a significant improvement in the compressive strength compared to the standard formulation and a centering, which is improved, but the EN 253 barely reached. Both characteristics together lead to improved properties of the insulated pipe and thus to clear advantages and safe exceeding of the limit values of EN 235: 2003.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Thermal Insulation (AREA)
- Polyurethanes Or Polyureas (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Claims (8)
- Tuyau isolé, constitué de :i) un tuyau central,ii) de la mousse de polyuréthanne obtenue par réaction d'un composant isocyanate (a) avec un mélange de polyol (b), etiii) un tuyau-gaine,caractérisé en ce que le mélange de polyol (b) contient au moins un polyétherpolyalcool (b1i) qu'on peut obtenir par alcoxylation de saccharose et de diéthylèneglycol ainsi qu'éventuellement pentaérythrite et/ou glycérine avec de l'oxyde d'éthylène et/ou de l'oxyde de propylène et qui présente une fonctionnalité par rapport aux isocyanates supérieure à 3, un indice hydroxyle supérieur à 300 mg de KOH/g et une viscosité inférieure à 2500 mPas, mesurée selon la norme DIN 53019 à 25 °C.
- Procédé de fabrication de tuyaux isolés, comprenant les étapes suivantes :1) procurer un tuyau central et le tuyau-gaine, le tuyau central étant disposé à l'intérieur du tuyau-gaine,2) fabrication d'une mousse de polyuréthanne par réaction d'un composant isocyanate (a) avec un mélange de polyol (b), entre le tuyau central et le tuyau-gaine,caractérisé en ce que le mélange de polyol (b) contient au moins un polyétherpolyalcool (b1i) qu'on peut obtenir par alcoxylation de saccharose et de diéthylèneglycol ainsi qu'éventuellement pentaérythrite et/ou glycérine avec de l'oxyde d'éthylène et/ou de l'oxyde de propylène et qui présente une fonctionnalité par rapport aux isocyanates supérieure à 3, un indice hydroxyle supérieur à 300 mg de KOH/g et une viscosité inférieure à 2500 mPas, mesurée selon la norme DIN 53019 à 25 °C.
- Procédé selon la revendication 2, caractérisé en ce que le mélange de polyol contient (b1) des polyols, (b2) des catalyseurs ainsi qu'éventuellement (b3) des agents moussants chimiques, (b4) des agents de réticulation, (b5) des agents élongateurs de chaîne et/ou (b6) des additifs.
- Procédé selon la revendication 2, caractérisé en ce que le mélange de polyol constitué (b1) de polyols, (b2) de catalyseurs ainsi qu'éventuellement (b3) d'agents moussants chimiques, (b4) d'agents de réticulation, (b5) d'agents élongateurs de chaîne et/ou (b6) d'additifs, présente une viscosité inférieure à 3000 mPas, mesurée selon la norme DIN 53019 à 20 °C.
- Procédé selon la revendication 2, caractérisé en ce qu'on opère la réaction à une compression supérieure à 1,1.
- Procédé selon la revendication 2, caractérisé en ce qu'on opère la réaction à un indice entre 100 et 200.
- Procédé selon la revendication 2, caractérisé en ce qu'on incorpore le composant isocyanate (a) et le mélange de polyol (b) au moyen d'une tête de mélange dont le mouvement axial se situe entre le tuyau-gaine et le tuyau central.
- Procédé selon la revendication 7, caractérisé en ce que la tête de mélange pendant le processus de moussage sert d'écarteur entre le tuyau central et le tuyau-gaine.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL06121729T PL1777051T3 (pl) | 2005-10-19 | 2006-10-04 | Poliuretanowe tworzywa piankowe do izolacji rur |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005050413A DE102005050413A1 (de) | 2005-10-19 | 2005-10-19 | Polyurethanschaumstoffe zur Rohrdämmung |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1777051A1 EP1777051A1 (fr) | 2007-04-25 |
EP1777051B1 true EP1777051B1 (fr) | 2008-07-16 |
Family
ID=37649351
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP06121729A Active EP1777051B1 (fr) | 2005-10-19 | 2006-10-04 | Mousse de polyuréthane pour des tuyaux calorifuges |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1777051B1 (fr) |
AT (1) | ATE401181T1 (fr) |
DE (2) | DE102005050413A1 (fr) |
DK (1) | DK1777051T3 (fr) |
PL (1) | PL1777051T3 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014012877A1 (fr) | 2012-07-17 | 2014-01-23 | Basf Se | Procédé de production en continu de produit mousse dans des conduites |
WO2020201312A1 (fr) | 2019-04-02 | 2020-10-08 | Basf Se | Tube isolé contenant de la mousse de polyuréthane gonflé avec un agent gonflant écologique présentant une faible fragilité |
US11472152B2 (en) | 2017-05-30 | 2022-10-18 | Basf Se | Method for producing insulated pipes |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8986801B2 (en) | 2011-01-27 | 2015-03-24 | Basf Se | Polyurethane having improved insulating properties |
CN110421774B (zh) * | 2018-05-06 | 2023-11-10 | 内蒙古君诚兴业管道有限责任公司 | 一种在线自动同心度穿管封堵装置及自动发泡生产线 |
CN112646121A (zh) * | 2020-12-11 | 2021-04-13 | 淄博汇德聚氨酯制品股份有限公司 | 一种聚氨酯硬泡保温材料及其制备方法和应用 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4522578A (en) * | 1980-12-08 | 1985-06-11 | J-M Manufacturing Co., Inc. | Apparatus for introducing a foamable plastic insulation into the space defined by an inner core pipe and an outer casing pipe while maintaining the spacing of the pipes |
DE19711068A1 (de) * | 1997-03-17 | 1998-09-24 | Basf Ag | Verfahren und Vorrichtungen zur Herstellung von mit Schaumstoffen gedämmten Rohren |
DE19817507A1 (de) * | 1998-04-20 | 1999-10-21 | Basf Ag | Verfahren zur Herstellung von Polyurethan-Hartschaumstoffen mit einer verminderten Wärmeleitfähigkeit und ihre Verwendung |
DE19924771A1 (de) * | 1999-05-29 | 2000-12-21 | Buna Sow Leuna Olefinverb Gmbh | Verfahren zur Herstellung von Polyetherpolyolen aus Polysaccariden und deren Verwendung für die Herstellung von PUR-Schäumen |
DK1545855T3 (da) * | 2002-09-11 | 2007-09-17 | Star Pipe As | Fremgangsmåde og anlæg til fremstilling af præisolerede rörstykker |
-
2005
- 2005-10-19 DE DE102005050413A patent/DE102005050413A1/de not_active Withdrawn
-
2006
- 2006-10-04 DE DE502006001116T patent/DE502006001116D1/de active Active
- 2006-10-04 PL PL06121729T patent/PL1777051T3/pl unknown
- 2006-10-04 AT AT06121729T patent/ATE401181T1/de active
- 2006-10-04 EP EP06121729A patent/EP1777051B1/fr active Active
- 2006-10-04 DK DK06121729T patent/DK1777051T3/da active
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014012877A1 (fr) | 2012-07-17 | 2014-01-23 | Basf Se | Procédé de production en continu de produit mousse dans des conduites |
US11472152B2 (en) | 2017-05-30 | 2022-10-18 | Basf Se | Method for producing insulated pipes |
WO2020201312A1 (fr) | 2019-04-02 | 2020-10-08 | Basf Se | Tube isolé contenant de la mousse de polyuréthane gonflé avec un agent gonflant écologique présentant une faible fragilité |
US11982395B2 (en) | 2019-04-02 | 2024-05-14 | Basf Se | Insulated pipe containing polyurethane foam which is foamed by an environmentally friendly foaming agent and has a low degree of brittleness |
Also Published As
Publication number | Publication date |
---|---|
DE502006001116D1 (de) | 2008-08-28 |
DK1777051T3 (da) | 2008-11-10 |
EP1777051A1 (fr) | 2007-04-25 |
DE102005050413A1 (de) | 2007-04-26 |
PL1777051T3 (pl) | 2008-12-31 |
ATE401181T1 (de) | 2008-08-15 |
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